Heterogeneous Ozonolysis of Tetrahydrocannabinol: Implications for Thirdhand Cannabis Smoke.

Abstract

Thirdhand smoke (THS) deposits to surfaces following smoking events and is a source of chemical exposure to humans. However, the evolution of THS in indoor environments is not well understood. Cannabis THS is a chemically distinct and prevalent form of THS, which has not been studied. The heterogeneous reaction of Δ9-tetrahydrocannabinol (THC), a major component of cannabis smoke, with ozone was examined as a pure compound and within cannabis smoke. Oxidative decay via ozonolysis and product formation were monitored by liquid chromatography-tandem mass spectrometry. Epoxide, dicarbonyl, and secondary ozonide THC reaction products were detected from both pure THC and cannabis experiments, with the product ratios dependent on relative humidity. The observed reaction kinetics for loss of THC on glass and cotton surfaces are consistent with a relatively short loss lifetime, which will be strongly dependent on the film thickness, ozone mixing ratio, and ozone reactivity of the surface substrate. The low volatility of THC and its oxidation products suggest that their contributions to thirdhand cannabis smoke will be less significant than the role that nicotine plays in thirdhand tobacco smoke.